53392-47-5

Usage

InChI:InChI=1/C15H14OS/c1-12(16)17-15(13-8-4-2-5-9-13)14-10-6-3-7-11-14/h2-11,15H,1H3

Upstream product

• 90-99-3 diphenylchloromethane 
• 25827-89-8 tetra-n-butylammonium thioacetate 
• 75-36-5 acetyl chloride 
• 189503-05-7 3,3,6,6-tetraphenyl-1,2,4,5-tetrathiane 
• 776-74-9 Bromodiphenylmethane 
• 10387-40-3 potassium thioacetate 
• 91-01-0 1,1-Diphenylmethanol 
• 507-09-5 tiolacetic acid 
• 853-83-8 N-tosyldiphenylmethylamine 

Downstream Products

• 59446-53-6 (3R,5S,8R,9S,10S,13R,14S,17R)-3-Benzhydrylsulfanyl-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene 
• 59446-64-9 (3R,5S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-3-((R)-diphenyl-methanesulfinyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene 
• 1726-02-9 bis(diphenylmethyl)disulfide 
• 4237-48-3 diphenylmethanethiol 

Relevant academic research and scientific papers

Breaking the dichotomy of reactivity vs. chemoselectivity in catalytic SN1 reactions of alcohols

The inability to decouple Lewis acid catalysis from undesirable Bronsted acid catalysed side reactions when water or other protic functional groups are necessarily present has forced chemists to choose between powerful but harsh catalysts or poor but mild

Protic ionic liquids as recyclable solvents for the acid catalysed synthesis of diphenylmethyl thioethers

The acid catalysed formation of diphenylmethyl (DPM) thioethers was successfully achieved using the protic ionic liquid (pIL) triethylamine: methanesulfonic acid (TeaMs) as the reaction solvent under microwave irradiation. A slight excess of methanesulfon

Convenient synthesis of alkyl thioacetate from alkyl halide using a polymer-supported sodium thioacetate

Alkyl halides are efficiently converted to their corresponding S-alkyl thioacetates under mild and nonaqueous conditions, using polymer-supported sodium thioacetate as a new polymeric reagent at room temperature in high yields and purity. The spent polymeric reagent can be removed quantitatively by filtration and pure products can be obtained by evaporation of the solvent. The spent polymeric reagent can be regenerated and reused several times without its activity changing appreciably. Iranian Chemical Society 2012.

Selective benzylic and allylic alkylation of protic nucleophiles with sulfonamides through double Lewis acid catalyzed cleavage of sp3 carbon-nitrogen bonds

The acid-catalyzed benzylic and allylic alkylation of protic nucleophiles is fundamentally important for the formation of carbon-carbon and carbon-heteroatom bonds, and it is a formidable challenge for benzylic and allylic amine derivatives to be used as the alkylating agents. Herein we report a highly efficient benzylic and allylic alkylation of protic carbon and sulfur nucleophiles with sulfonamides through double Lewis acid catalyzed cleavage of sp3 carbon-nitrogen bonds at room temperature. In the presence of a catalytic amount of inexpensive ZnCl2-TMSCl (TMSCl: chlorotrimethylsilane), 1,3-diketones, β-keto esters, β-keto amides, malononitrile, aromatic compounds, thiols, and thioacetic acid can couple with a broad range of tosylactivated benzylic and allylic amines to give diversely functionalized products in good to excellent yields and with high regioselectivity. Furthermore, the cross-coupling reaction of 1,3-dicarbonyl compounds with benzylic propargylic amine derivatives has been successfully applied to the one-step synthesis of polysubstituted furans and benzofurans.

A Convenient Synthesis of Thioacetates and Thiobenzoates Using Silica-Gel Supported Potassium Thioacetate

A simple and efficient procedure has been developed for the synthesis of thioesters by a reaction of alkyl halides with silica-gel supported potassium thioacetate or thiobenzoate under mild conditions.

The conversion of thioketones to 1,2,4,5-tetrathianes and its mechanism

Thiobenzophenone and adamantanethione react with sulfur (1:1) under catalysis by sodium thiophenoxide in acetone at rt furnishing 1,2,4,5-tetrathianes (9 and 43) in high yields. An attack of the oligothiolate (R-SX-) on the C-atom of C = S is proposed as initiating step. Thione S-sulfides (R2C = S+ - S-, thiosulfines) cannot be intermediates, since they combine fast with thiones affording 1,2,4-trithiolanes. With more sulfur, adamantanethione produces the 1,2,3,5,6-pentathiepane-bis(spiroadamantane) (44) which interconverts with the tetrathiane, but not with the 1,2,4-trithiolane, in an equilibrium catalyzed by R-SX-. According to 13C NMR evidence, the tetrathiane-bis(spiroadamantane) occurs in a twist conformation which inverts with ΔG≠ 16.0 kcal mol-1.